Trail Running calendar near Cheltenham 2025-2026

Tackle the Cotswold Way Century, a stunning 102 mile single stage trail from Chipping Campden to Bath on 19 to 20 September 2026. Enjoy iconic Cotswold scenery, support stations and a 32 hour cut off for an epic endurance challenge.

Run the scenic Tissington Trail half marathon through Derbyshire along the traffic free former railway from Parsley Hay to Ashbourne. Race on one or both days of the September weekend and enjoy a bespoke medal, free photos and prizes.

Event overview The Bradenham Blast takes place on Sunday 20th September 2026 and offers three trail distances: 5km 10km Half Marathon (21.1km) Routes run through beech woodland and across the Bradenham Estate in the Chiltern Hills, which..

Run across open plains and winding forest trails in the New Forest National Park at Hyde Common, the final race in the Classic Element Trail Series inspired by Air. Choose from 18 miles, marathon or 50k ultramarathon on fully marked and mar..

Run scenic bridleways at the Clipston Trail Half or Country 5 Miler, starting and finishing at Clipston Recreation Ground. Enjoy homemade cakes and a finisher medal while helping maintain local playing fields.

Something To Talk About is a technical trail race at Avon Tyrrell in the New Forest with a Grade I manor house as a scenic backdrop. Run looped 3.28 mile laps and choose distances from 5K up to an ultra. Medals for anyone completing a loop.

The Chiltern 50 Ultra Challenge is a scenic looped trail out of Henley Showground with camping, meals and full on course support. Runners can pick social Ultra March, competitive Trailblazerz or a Solo Challenger start.

Race scenic trails at Margam Country Park with castle views on a 5K or 10K loop. Fully marked and marshalled with chip timing, water stations and a finisher medal, ideal for new and experienced runners.

Run through ancient woodland in the Forest of Dean at the Autumn Half Marathon starting and finishing at Speech House. This scenic 13 mile trail on well marked tracks supports local charities and awards a medal to every finisher.

Experience Cranborne Chase from Salisbury Racecourse on scenic undulating trails. Choose marathon, half marathon or 10k along ancient droves and woodland tracks, with parking, showers and a medal for every finisher.

Wild Run Cotswolds at Cornbury Park near Charlbury offers scenic, rolling trail loops from 10K to marathon plus a 360 timed challenge. Family friendly with a supporter zone, marked routes and regular aid stations.

Tackle a stunning 32 mile loop through the Cambrian Mountains, with lake views, forest tracks and fully marked, supported trails. Limited to 100 runners, a festival weekend at Camp Plas offers camping, live music and post race food.

Join the Cannock Chase Running Festival on 11 October 2026 at Concert Field, Birches Valley for scenic forest runs across half marathon, 10K, 5K and junior races. Expect chip timing, themed medals, free photos and a lively event village.

Tackle rolling climbs and sweeping Chiltern views at the Frieth Hilly 10 km and 5 km Run, set on mixed woodland paths and country roads. Expect a scenic but challenging route between Frieth and neighbouring villages.

Run scenic, undulating trails around Carsington Water with a choice of Half Marathon or 10K on reservoir loops. Celebrate at the event village with a themed medal, water and festival goodies and GPX files to preview the course.

Tackle the Autumn 100 on 17 October 2026, a scenic but demanding 100 mile trail race from Goring & Streatley along the Thames Path and Ridgeway. Expect long hours on trail with full aid and medical support to back you every step.

Blaze the Biblins is a lively 6 miles trail race through ancient woodland, riverside paths and historic ironworks, featuring climbs and technical single track. Enjoy prizes, a memento and post race tea and cake; entries are limited.

Halloween 7in7 at Pengethley Manor, Ross on Wye offers seven consecutive days of off road laps through vineyards and a hill, with distances from 5k to ultra. Walk or run any day or go virtual and collect seven themed medals.

Join the Witches Whisk at Pengethley Manor for a spooky Halloween trail across 2.5 km laps through vineyards and rolling offroad terrain. Pick 5k to ultra distances, ideal for runners or walkers after a fun seasonal challenge.

Celebrate Halloween at Pengethley Manor with the Scary Scamper, an offroad multi lap course winding through vineyards and hill sections on the manor grounds. Distances from 5k to ultra welcome runners and walkers with a 7 hour time limit.